Transformation of alkenyl-N-arylthioamido ligands into quinoline-2-thiolate ligands in dirhenium carbonyl complexes

Journal Article · Tue Nov 30 23:00:00 EST 1993 · Organometallics; (United States)

DOI:https://doi.org/10.1021/om00036a041· OSTI ID:5041212

Adams, R D; Chen, L; Wu, W ^[1]

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1. Univ. of South Carolina, Columbus, SC (United States)

Irradiation of the alkenyl-N-arylthioamide complexes Re(CO)[sub 4][(E)-HC=C(CO[sub 2]Me)C=N-(C[sub 6]H[sub 4]-p- R)S] Re(CO)[sub 4], 1a-c, R = H, Me, Cl, in the presence of iodine yielded a mixture of four products: Re[sub 2](CO)[sub 7][[mu]-2-S-3-CO[sub 2]Me-6-RNC[sub 9]H[sub 4]] ([mu]-I), 2a-c, R = H, Me, Cl; Re(CO)[sub 4][(E)-HC=C-(CO[sub 2]Me) C=N(C[sub 6]H[sub 4]-p-R)S]Re[sub 2](CO)[sub 7]([mu]-I), 3a-c, R = H, Me, Cl;Re(CO)[sub 4][(E)-HC=C(CO[sub 2]Me)C-(NHC[sub 6]H[sub 4]-p- R)=S] B Re(CO)[sub 4](I), 4a-c, R = H, Me, Cl;Re(CO)[sub 4](2-S-3-CO[sub 2]Me-6-RNC[sub 9]H[sub 4]), 5a-c, R = H, Me, Cl, with compounds 5 being the major products. Compounds 2a-c, 4a-c, and 5a-c are new. Compounds 4a-c were also obtained from the reaction of 1a-c with HI. UV irradiation of 1b in the absence of iodine yielded the compounds Re[sub 2](CO)[sub 8][[mu]-2-S-3-CO[sub 2]Me-6-MeNC[sub 9]H[sub 4]] ([mu]-H) , 6b, Re[sub 2](CO)[sub 7][[mu]-2-S-3-CO[sub 2]Me-6-MeNC[sub 9]H[sub 4]]([mu]-H) , 7b, and 5b, while UV irradiation of 6b yielded 7b and 5b plus Re[sub 3](CO)[sub 12]([mu]-H)[sub 3]. UV irradiation of 2b in the presence of CO yielded 5b plus Re[sub 2](CO)[sub 8]([mu]-I)[sub 2]. UV irradiation of 3b also yielded 2b, 5b, and some 7b. Treatment of 7b with iodine yielded 2b. Finally, from the UV irradiation of 5b the dimer [Re(CO)[sub 3](2-S-3-CO[sub 2]Me-6-MeNC[sub 9]H[sub 4])][sub 2], 8b, was obtained in 57% yield. Complexes 2b, 4c, 5b, 6b, 7b, and 8b were characterized by single crystal X-ray diffraction analyses. The compounds 2 and 5-8 all contain substituted quinoline-2-thiolate ligands formed by the coupling of one of the carbon atoms of the aryl ring to the hydrogen-substituted carbon atom of the alkeny group. Crystal data are provided. 11 refs., 6 figs., 7 tabs.

• OSTI ID: 5041212
• Journal Information: Organometallics; (United States), Journal Name: Organometallics; (United States) Vol. 12:12; ISSN 0276-7333; ISSN ORGND7
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
665000 -- Physics of Condensed Matter-- (1992-)
75 CONDENSED MATTER PHYSICS
SUPERCONDUCTIVITY AND SUPERFLUIDITY
CARBON COMPOUNDS
CARBON MONOXIDE
CARBON OXIDES
CARBONYLS
CHALCOGENIDES
CHEMICAL REACTIONS
COMPILED DATA
COMPLEXES
CRYSTAL STRUCTURE
DATA
ELECTROMAGNETIC RADIATION
ELEMENTS
HALOGENS
INFORMATION
IODINE
LIGANDS
NONMETALS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANOMETALLIC COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
RADIATION EFFECTS
RADIATIONS
RHENIUM COMPLEXES
SPECTRA
TRANSITION ELEMENT COMPLEXES
ULTRAVIOLET RADIATION
X-RAY SPECTRA